I did the same thing last year. But I offered our sailboat for sail myself. There was lots of interested parties but most didn't know what they were looking at. One couple that I thought did understand ended up being real perfectionists but didn't want to pay or do the maintenance. Finally, I offered at my "price is firm" low price. A couple wanted to buy because of the low price only. Not sailors at all. I realized that I would never have such a special boat again and kept it. I'm glad I did. I just keep it up, maintain, improve, sail and enjoy. I find that the general public is very hard to enjoy. I also find that my boat is very easy to enjoy. Makes it easy to live with that decision. Oh by the way, salesmen are just salesmen, they are like most politicians. Try not to get mixed up with them......Good post. For sure boat aesthetics have evolved since this boat was designed. I suppose there are also some new hull technologies out there. However... I for one don't even like many of the newer boats.... and features... such as instrument pods and dual helms which seem to be very common... or GPS driven APs. The 36s is a very good design as far as interior features... a huge dry comfortable cockpit and a large flat deck work on if needed. It's also a very good sailor for 36' boat... I do 150-175 NM in 24hrs on passages. This is not intended as a stripped out racer. It was designed and marketed as a racer-cruiser... a weird designation in my opinion. It's not a slow heavy cruising boat and it's not a plastic race boat. The craftsmanship is steller... the build quality second to none. Catalina, Hunter etc. and so forth are not comparable boats. A person wanting a Halberg Rassy is not going to look at Hunters.
I am perfectly aware of who the buyer for this boat is. And it is not Joe Sailor going to a broker to "see what he's got on his listings". The person who wants a 36s and particularly THIS one with it's equipment list and owner improvements, know the brand, the boat and is looking for THAT not a 36 or 38' boat.
I think of it like getting a new used car... Do you look for a sedan or a BMW, Audi or Benz? Almost every buyer knows the brand and model they want. And as there are millions of cars buyers are more educated. Boats are very much different. And this boat is very rare in the States. I was the only Contest moored in Northport (1000 boats) Dering Harbor, Stirling Harbor, Sag Harbor and in almost every winter store location I was over 36 years.
I am not desperate to sell the boat and will keep it but find help in maintenance... I already gave up DIY on the bottom waxing and so forth. Changing oil and filters is something I can do with no problem. I always (almost) has help with getting sails on and off... I will continue.
I think sale by owner is the way to go. I can make a page and post it and see who bites... but not for now.